Chesapeake City Holiday Rentals

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Check prices for these dates

Tonight
8 Jul - 9 Jul
Tomorrow
9 Jul - 10 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Chesapeake City

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Miscellaneous

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

The price is HK$1,570
HK$2,473 total
includes taxes & fees
9 Jul - 10 Jul
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Amazing Modern house with a full kitchen and parking
Fridge, microwave, stovetop, cookware/dishes/utensils

Amazing Modern house with a full kitchen and parking

9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
The price is HK$1,256
HK$2,568 total
includes taxes & fees
27 Jul - 28 Jul
Amazing Modern house with a full kitchen and parking
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Interior

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

2.0 star property
The price is HK$1,790
HK$2,231 total
includes taxes & fees
16 Jul - 17 Jul
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
New Construction townhome close to everything downtown w/transparent pricing
Interior

New Construction townhome close to everything downtown w/transparent pricing

9.8 out of 10, Exceptional, (17)
"Beautiful home. Lisa was so lovely to specially set up a room for my 86 year old mother! We would not hesitate to stay again!!"
The price is HK$1,531
HK$1,914 total
includes taxes & fees
10 Jul - 11 Jul
New Construction townhome close to everything downtown w/transparent pricing
Charming and Cozy 3-bedroom Row Home - Ideal for Students, Travelers & Families!
Fridge, microwave, oven, stovetop

Charming and Cozy 3-bedroom Row Home - Ideal for Students, Travelers & Families!

8.8 out of 10, Excellent, (3)
"We needed a place to accommodate our family for a stay to visit family. House was very clean and listing was accurate. 3 bedroom was a pull out futon. Parking was off-street. "
The price is HK$1,295
HK$2,861 total
includes taxes & fees
23 Jul - 24 Jul
Charming and Cozy 3-bedroom Row Home - Ideal for Students, Travelers & Families!
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Interior

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

9.8 out of 10, Exceptional, (18)
"We rented this townhouse for a month for my son's surgical residency rotation at Cristiana Care. It was a perfect location and easy to get to and from the hospital. Owner was very responsive with any questions / concerns which we appreciated. Very quiet and close to grocery stores. Even had a Trader Joe's close by!"
The price is HK$1,653
HK$2,772 total
includes taxes & fees
9 Jul - 10 Jul
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Terrace/patio

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great outdoor space "
The price is HK$1,272
HK$2,355 total
includes taxes & fees
14 Jul - 15 Jul
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Fridge, microwave, oven, stovetop

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
The price is HK$2,261
HK$4,135 total
includes taxes & fees
9 Jul - 10 Jul
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

9.6 out of 10, Exceptional, (5)
"Nice and quiet place to stay"
The price is HK$1,468
HK$2,721 total
includes taxes & fees
9 Jul - 10 Jul
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Summer Rustic Camping with AC and King Bed
Miscellaneous

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (4)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
The price is HK$578
HK$1,215 total
includes taxes & fees
9 Jul - 10 Jul
Summer Rustic Camping with AC and King Bed
5-bedroom vacation home 5 minutes from historic Charlestown
View from property

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (138)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is HK$2,536
HK$4,752 total
includes taxes & fees
15 Jul - 16 Jul
5-bedroom vacation home 5 minutes from historic Charlestown
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Fridge, microwave, oven, stovetop

Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

9.6 out of 10, Exceptional, (4)
"This property was amazing! My family of six, really enjoyed the pool, large yard, for one including a balcony, toys for the kids, and many more! Will definitely be staying again in the future"
The price is HK$5,291
HK$9,262 total
includes taxes & fees
14 Jul - 15 Jul
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Luxury Waterfront Home Built for Entertaining!
6 bedrooms, iron/ironing board, WiFi, bed sheets

Luxury Waterfront Home Built for Entertaining!

2.0 out of 10, (1)
The price is HK$4,341
HK$7,064 total
includes taxes & fees
9 Jul - 10 Jul
Luxury Waterfront Home Built for Entertaining!
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
Smart TV, fireplace

Modern and Cozy Home in Bel Air with a Home Office and Fireplace

10.0 out of 10, Exceptional, (1)
"We were visiting family stationed at Aberdeen. Our stay at the property was a wonderful experience from check-in to check-out. Erik was very attentive to the smallest things--wifi for teens—which is a huge deal to them. If we return to the area the location and place are definitively top of our list. "
The price is HK$1,399
HK$2,074 total
includes taxes & fees
14 Jul - 15 Jul
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Chesapeake City?

Yes, there are holiday rentals close to the most popular sights in Chesapeake City, or you can select a more secluded option if you're looking for a relaxing stay. Chesapeake City is known for its restaurants and waterfront. Make sure you have time to check out the museums while you're in the area.

What are some of the best holiday rentals that Chesapeake City has to offer?

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!: This highly rated holiday home rental in Chesapeake City is located on a river, and has a patio, an arcade/games room and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Chesapeake City?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Chesapeake City stay.

What can I see and do in Chesapeake City?

Cultural attractions include C and D Canal Museum, whereas Canal Wildlife Management Area is a spot to enjoy nature. While here, Chesapeake Inn Marina and Bohemia Vista Marina are other places worth a visit.

What are holiday rentals like in Chesapeake City?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesapeake City. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.